Cottage holiday rentals in Chincoteague

4.93 out of 5 average rating, 239 reviews

A cozy living area features a brown leather sofa adorned with patterned throw pillows. A round, orange accent stool is positioned next to a low coffee table, which holds a decorative tray. A woven rug covers the polished wooden floor, and greenery adds a touch of nature.

Cottage in Heathsville

HedgeRow, Deer Haven in the NNK- Dock & Boat Ramp

We welcome you to stay at "HedgeRow" a deer haven on the Great Wicomico River, located in a hidden corner of the popular Northern Neck of Virginia. You'll be delighted in all the area and this charming listing has to offer. Located just 10 minutes from Kilmarnock, enjoy wineries, shopping and local attractions nearby. Bring your boat, kayaks, fishing rods or friends, then relax in all things that encompass river life. There is a boat ramp and fishing dock available for guests use (Adults Only).

The exterior of Westview Cottage is shown, featuring a well-maintained lawn with lush greenery. Floor-to-ceiling glass doors are visible, reflecting the surrounding landscape and allowing natural light into the cottage. Trees and shrubs frame the view, enhancing the serene atmosphere.

4.95 out of 5 average rating, 254 reviews

Eastern Shore Romantic Waterfront Getaway Upscale

A waterfront getaway at the newly renovated Westview Cottage on Onancock Creek just off the Chesapeake Bay. Wake up to beautiful water views through floor-to-ceiling glass doors. A private, peaceful escape in the country conveniently surrounded by fields and wildlife complete with a dock for crabbing and fishing (seasonal) 4 MI to Downtown Onancock & Restaurants 4.5 MI to Walmart 25 Mi to Camp Silver Beach 35 MI to Chincoteague Island 39 MI to Cape Charles >save listing to your wishlist<<

Adirondack chairs are arranged in a semicircle facing a stunning sunset over Chincoteague Bay. The sky reflects hues of orange and pink, while the calm waters mirror the colors above. A firepit is positioned nearby, surrounded by tall grasses.

4.96 out of 5 average rating, 157 reviews

Waterfront-CI Bay sunsets-Amazing views

Wide expansive waterfront view of Chincoteague bay-awesome sunsets! 5 waterview rooms. The narrow bit of land across 3446 Main St. belongs to our property w/chairs + a firepit + water access to launch kayaks (2) provided! An open plan-coastal rustic design. Front sitting room w/sofa + high-top table. A large upscale kitchen, two sofas in living room, 2 bdrms, & sleeping loft + a tiny office with a twin murphy bed. Large deck-table, sofa + grill. Family home, not ideal for more than 3 adults.

4.98 out of 5 average rating, 148 reviews

A charming cottage stands surrounded by lush grass, with a large tree providing shade in the foreground. The white exterior features a welcoming entrance with step access, flanked by neatly trimmed bushes and colorful potted plants. A serene open field extends beyond the cottage.

Cottage in Greenbush

Bell Farm Cottage LLC - quiet and peaceful

Cozy cottage located on a quiet backroad overlooking a wide open field & back deck provides warm & sunny space for relaxing or reading a book. The kitchen is fully equipped. BFC has a warm farm house feel w/ a touch of the beach. The bathroom has been updated to a more modern feel. Located only a few miles from both seaside and bayside boat ramps. A 7 minute drive to Onancock, Walmart, YMCA, shopping & many local shops for just the right souvenir. Wallops & Chincoteague are just a short drive.

The exterior of Ivy's Cottage showcases a charming gray shingle facade with a welcoming purple front door. A set of steps leads to a spacious porch, which is accompanied by white railings and decorative plants, enhancing the inviting entryway.

4.85 out of 5 average rating, 112 reviews

"3 Sisters" Ivy's Cottage-Lovely downtown cottage

Just a few miles from the Chincoteague National Wildlife Refuge & Assateague Beach. Ivy's Cottage offers a great in-town location that's close to shops, restaurants, waterfront park, & public fishing pier. This beautifully renovated, this Chincoteague Island Cottage Features: Lovely eat in kitchen, fully equipped w/ all amenities. Cozy living room w/ full sleeper sofa & recliner. Queen bedroom w/ adjacent full bathroom. Large front porch perfect for outdoor dining & park style charcoal grill!

4.95 out of 5 average rating, 140 reviews

A Victorian cottage sits on a private island, surrounded by a serene lake. The green roof contrasts with the pastel exterior, while a footbridge leads to the shore. Lush grass and scattered trees create a peaceful landscape, with distant water views enhancing the setting.

Cottage in Hacksneck

Pretty Byrd Cottage, a Victorian Bayfront Getaway!

Imagine getting away from it all by crossing a footbridge to a private island with a Victorian cottage on your own private 3-acre lake! This property is a unique oasis that combines today's modern conveniences with the charm of elegant decor. Enter the front door and be taken in by the surrounding water views, and enjoy charming verandas and a balcony that overlook the lake and gardens surrounding the cottage. Guests can also enjoy the use of a private beach, fishing, kayaks and a paddleboat!

4.99 out of 5 average rating, 198 reviews

A charming cottage facade is framed by white columns and features a gabled roof. Two black rocking chairs, adorned with pillows, sit on a brick porch surrounded by colorful potted flowers. Lush greenery enhances the inviting atmosphere.

Cottage in Frankford

19th Century Cottage with Modern Amenities

Book your Hallmark Christmas stay today, fully decorated by Thanksgiving until the end of January!! Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

A serene waterfront view captures a calm body of water reflecting a colorful sunset. Silhouettes of grass line the shore, while a long pier extends into the distance, adding depth to the tranquil scene.

4.95 out of 5 average rating, 178 reviews

Summer's Sea Shanty on Chincoteague Island

Summer's Sea Shanty is a delightful Chincoteague coastal cottage that’s perfect for couples, families, or small groups of friends. We've worked hard to make this the ideal modern day beach retreat. This home boasts screened in front and back porches, a fire pit, an open/functional floor plan. We're pet and kid friendly with luxury linens and rugs and dish ware... We're proud to be the best of the best on the island. We're centrally located and minutes from Assateague National Seashore.

4.83 out of 5 average rating, 279 reviews

A charming beach cottage is displayed in an A-frame design, featuring a large front porch with white railings. Windows are covered by striped awnings, allowing natural light to filter in. The landscaped yard includes low shrubbery, adding to the inviting exterior.

Cottage in Bethany Beach

A-mazing Beach Cottage on Canal & Trolley Route

Welcome to our beach house! An "A"dorable cottage located on Bethany Canal, an easy walk, bike ride, or trolley to the Boardwalk and BEACH! Perfect for families (comfortably sleeps 4 adults and plus children), and small groups of friends alike! 3 bedrooms, 1 full bathroom, plus an enclosed outdoor shower. Very clean, tons of natural light, and plenty of outdoor space -- including a relaxing and bright sunroom/porch, small deck out back with a grill, and large front porch.

4.91 out of 5 average rating, 212 reviews

A serene view of a cove with gentle waves lapping against a sandy shore. The calm water reflects the clear blue sky and nearby greenery. Footprints are visible in the sand, leading toward the water's edge.

Cottage in Reedville

"Dragonfly" Waterfront Cottage on Chesapeake Bay

Bayfront beach vacation? Kayak out to dolphins? Breathtaking sunrises & sunsets? Yes, please! Relaxation and fun await at 'Dragonfly', a gorgeous cottage right on the Chesapeake Bay with spectacular views from every room. Nestled on acres and acres of waterfront, this magical property has its own cove for all the swimming, kayaking, SUP boarding and fishing you can manage. If you love nature, bring your water shoes and sense of adventure and we will take care of the rest!

Superhost

A charming cedar cottage is surrounded by lush greenery, featuring a green metal roof and a welcoming front porch. A white picket fence outlines the property, with gravel pathways leading up to the entrance. Mature trees provide a natural canopy, enhancing the peaceful setting.

Cottage in Delmar

4.88 out of 5 average rating, 102 reviews

The Good Vibe Cottage

NEW & EXCLUSIVE FULLY RENOVATED ENCHANTING COTTAGE Three bed, 3 Bath Cedar Cottage tucked away on a three-acre parcel with a large circle driveway lined with mature trees. A serene pond with a bridge, fountain, and three-person covered swing allows you to relax and savor the outdoors. House will comfortably sleep up to 8 people and has plenty of safe parking. Make sure you say hi to the friendly ducks and take in the gardens full of beautiful butterflies.

4.89 out of 5 average rating, 380 reviews

The cottage features a welcoming front porch with a flag gently waving. Lush greenery surrounds the entrance, complemented by a grassy lawn under a clear blue sky, creating an inviting approach to the home.

Cottage in White Stone

The Moore Cottage

The Moore Cottage is a rustic-chic, fisherman's cottage.The cottage is less than a mile from Windmill Point Marina, and five miles from the town of White Stone. You will enjoy the views of amazing wildlife, boaters, the beach, and breath-taking sunsets all while sitting on the back porch. The Cottage is nestled on a cove overlooking Little Bay and the mouth of Antipoison Creek. Come check out one of the Northern Neck's best kept secrets!

Popular amenities for cottage rentals in Chincoteague

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A view of an outdoor area featuring a waving American flag illuminated by soft string lights. The scene includes a backdrop of lush green grass and trees, with a serene canal reflecting the evening sky's colors.

Cottage in Bethany Beach

4.82 out of 5 average rating, 22 reviews

Bethany Beach Sea Colony Canalside Sleeps 7

5 out of 5 average rating, 81 reviews

Cottage in Woolford

Waterfront Cottage Near Cambridge w/Hot Tub

Cottage in Marion Station

An aerial view showcases a rustic-modern house surrounded by greenery. Red pathways lead to the entrance, and a wooden deck is visible with steps leading up to the front door. In the background, a private pool and shaded seating areas offer outdoor relaxation options.

4.77 out of 5 average rating, 48 reviews

Year Round Playground - Rare Rustic-Modern Getaway

4.95 out of 5 average rating, 144 reviews

An aerial view captures the spacious backyard featuring a rectangular swimming pool surrounded by a concrete deck. Lounge chairs are placed by the poolside, with a well-maintained lawn and shrubs in the background. The two-story cottage is shown with a screened porch and a shaded area nearby.

Cottage in Chesapeake

The Cottage @ Captain Genes - Secluded Waterfront

4.89 out of 5 average rating, 231 reviews

A hot tub is positioned on a wooden deck, overlooking the shimmering waters of the Chesapeake Bay. Surrounding greenery includes tall grasses and trees, with the expansive view of the water framed by a clear blue sky.

Cottage in Reedville

Bay cottage 🏖on the beach. Stunning views🏝

The front exterior of the creek house is shown, featuring a welcoming porch with steps leading up. A colorful flag waves gently, and vibrant greenery surrounds the area, while a white railing offers a pleasant border. The house has a light beige facade complemented by green accents.

Cottage in Newark

4.89 out of 5 average rating, 54 reviews

Cropper Creek House

4.86 out of 5 average rating, 22 reviews

A serene waterfront property is displayed, featuring a two-story structure with a spacious deck overlooking the sandy beach. The outdoor area includes lounge chairs and a nearby kayaks, all framed by calm waters and lush greenery in the background.

Cottage in Scotland

Hays Beach House - Hot Tub - Private Beach

4.89 out of 5 average rating, 54 reviews

The cottage exterior features a welcoming design with a red front door, surrounded by a gravel pathway and lush greenery. Large windows brighten the facade, while a porch with railings offers a relaxing space to enjoy nature.

Cottage in Selbyville

"Bayside" Coastal Cottage w/ Golf, Hot Tub + EV

Pet-friendly cottage rentals

5 out of 5 average rating, 27 reviews

A modern cottage exterior features large windows, allowing ample natural light. A wooden deck with steps invites outdoor relaxation, equipped with seating and a grill. Surrounding greenery enhances the peaceful atmosphere, while a neatly maintained lawn provides open space for leisurely activities.

Cottage in Melfa

Luxe 2BR Cabin w/ Deck + Creek View | Working Farm

4.84 out of 5 average rating, 192 reviews

The exterior of the cottage is framed by a covered porch featuring large screens, surrounded by trees and natural light. Two green Adirondack chairs and two dark wooden chairs are set on the ground, inviting relaxation in the outdoor space.

Cottage in Deltaville

The Little House at Waveland

4.98 out of 5 average rating, 63 reviews

The exterior of the cottage is displayed, featuring a welcoming front porch with seating. Lush greenery surrounds the home, and a gravel pathway leads to the entrance. Large windows allow natural light, and a decorative plant is positioned near the entrance.

Cottage in Ocean Pines

3-bedroom cottage in Ocean Pines

A spacious deck offers breathtaking views of the water at sunset, with a stunning orange and pink sky. Four Adirondack chairs are arranged around a brown wicker coffee table, complemented by striped cushions. The serene water reflects the evening sky, creating a tranquil atmosphere.

4.94 out of 5 average rating, 177 reviews

A "True" Chesapeake Bay Waterfront Experience!

4.9 out of 5 average rating, 109 reviews

A serene sunset is captured over calm waters, with hues of orange and gold reflecting on the surface. Silhouettes of trees frame the scene, while a dock extends into the bay, creating a tranquil coastal atmosphere.

Cottage in Painter

Cottage by the bay (private peaceful surroundings)

5 out of 5 average rating, 101 reviews

A spacious cottage exterior is framed by vibrant green landscaping and a well-maintained lawn. American flags are displayed prominently, and a covered porch offers access to the home's entrance. Surrounding trees provide a natural backdrop, enhancing the peaceful setting.

Cottage in Kilmarnock

Cottage on Prentice Creek, PA

4.93 out of 5 average rating, 106 reviews

An aerial view captures the farmhouse situated along the banks of Henry's Creek, surrounded by lush greenery. A dock extends into the water, providing access for outdoor activities. The rural landscape and nearby road are visible, emphasizing the peaceful setting.

Cottage in Kilmarnock

Creeks End Farmhouse

4.97 out of 5 average rating, 107 reviews

A cottage is set within a private wooded yard, surrounded by lush greenery. The exterior features white siding and black shutters. A grassy area leads to a wooden porch with steps, while a seating area is visible in the garden, offering a peaceful retreat.

Cottage in Cambridge

Cambridge Cottage

Private cottage rentals

4.94 out of 5 average rating, 51 reviews

The exterior of a charming blue cottage is surrounded by lush greenery and vibrant pink flowers. A spacious front porch is visible, complete with white railings. The entrance features an arched window above the door, creating an inviting entrance that blends with the natural surroundings.

Cottage in Ocean Pines

Rhapsody in Blue Beach Cottage Ocean Pines, OC MD

4.88 out of 5 average rating, 64 reviews

A cozy living area features a brown leather sofa and an armchair, both adorned with decorative pillows. A woven coffee table sits in the center, while a side table with a lamp provides soft lighting. Natural light filters in through large windows, enhancing the warm ambiance.

Cottage in Reedville

Bayberry - awesome Solo Stove Fire Pit

A welcoming entrance is framed by neatly trimmed hedges and a well-maintained grassy area. The front porch features decorative railings and steps leading up to a door with a wreath. An American flag is displayed, adding to the home's charm.

4.95 out of 5 average rating, 21 reviews

ESVA Down by the Sea & Pet Friendly

Superhost

Two wooden Adirondack chairs are positioned on a weathered dock, facing towards a calm waterway. A shaded structure is visible on the left, while boats are anchored in the distance against a backdrop of blue skies dotted with white clouds.

4.73 out of 5 average rating, 110 reviews

SNUG HARBOR waterfront cottage with a grand view!

4.94 out of 5 average rating, 34 reviews

A kayak is pictured in the foreground, pointing towards a tranquil bay. The vibrant sunset casts shades of orange, pink, and purple across the sky, reflecting softly on the calm water surface. A distant silhouette can be seen on the horizon.

Cottage in Cape Charles

The Crew's Quarters: Steps from the Bay

The front exterior of the Victorian farmhouse features a light blue facade with white trim. A covered porch provides access to the entrance, surrounded by greenery and lawn. The house is three stories tall, displaying multiple windows that allow natural light.

5 out of 5 average rating, 68 reviews

Waterfront Victorian home in downtown Onancock

4.94 out of 5 average rating, 53 reviews

A wooden dock extends over calm waters, bordered by trees and natural landscaping. The clear blue sky reflects on the surface, while distant trees and a cabin can be seen along the shoreline, contributing to a serene outdoor setting.

Cottage in Kilmarnock

Restful river house with water & golf-course view